sodium N,N-(diethylamino)diazen-1-ium-1,2-diolate | 92382-74-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: sodium N,N-(diethylamino)diazen-1-ium-1,2-diolate
• 英文别名: sodium 1-(N,N-diethylamino)diazen-1-ium-1,2-diolate；DEANO；1,1-diethyl-2-hydroxy-2-nitroso-hydrazine sodium；1,1-Diethyl-2-hydroxy-2-nitrosohydrazine, sodium salt；sodium;N-(diethylamino)-N-oxidonitrous amide
• CAS: 92382-74-6
• 化学式: C₄H₁₀N₃O₂*Na
• mdl: MFCD00210193
• 分子量: 155.132
• InChiKey: UPGVGHGHHNGGPJ-UHFFFAOYSA-N

物化性质

• 熔点：
  45 °C(lit.)
• 溶解度：
  H2O: >10 mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  0.17
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 安全说明：
  S24/25
• WGK Germany：
  3
• 储存条件：
  | 20°C |

反应信息

• 作为反应物：
  描述：

  sodium N,N-(diethylamino)diazen-1-ium-1,2-diolate 以 水 为溶剂， 生成 二乙胺
  参考文献：
  名称：

  Electrochemical Detection of Nitric Oxide and Peroxynitrite Anion in Microchannels at Highly Sensitive Platinum-Black Coated Electrodes. Application to ROS and RNS Mixtures prior to Biological Investigations

  摘要：

  The electrochemical detection of nitric oxide (NO center dot) and peroxynitrite anion (ONOO-) was investigated at Pt-black electrodes in microchannels. Owing to the high reactivity of these species under conditions close to physiological media, kinetic parameters were determined before evaluating the detection performances from synthetic solutions. Highly sensitive and stable Pt-black electrodes allowed detection limits down to 30 nM (NO center dot) and 40 nM (ONOO-) to be reached with very high sensitivities. As NO center dot and ONOO- are two relevant biological molecules involved in oxidative stress their simultaneous detections with other major molecules like hydrogen peroxide and nitrite were also performed and validated experimentally at pH 8.4. These results demonstrated that relative ROS/RNS contents in synthetic mixtures can be easily assessed at selected detection potentials. Beyond the interest of using small volumes in microfluidic channels, optimization of detection requires precise conditions easy to implement. These were delineated to lead in microdevices to high-performances detection of oxidative stress metabolites either from analytes or from the production of a few living cells like macrophages. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2014.08.046
• 作为产物：
  描述：

  二乙胺 在 氧化亚氮 、 sodium methylate 作用下， 以 甲醇 、 乙醚 为溶剂， 20.0 ℃ 、2.67 kPa 条件下， 以80%的产率得到sodium N,N-(diethylamino)diazen-1-ium-1,2-diolate
  参考文献：
  名称：

  1-[(硝基烷氧基)甲氧基]-1-三氮烯2-氧化物、新型杂化一氧化氮供体的合成

  摘要：

  摘要1-[(硝基烷氧基)甲氧基]-3,3-二烷基-1-三氮烯2-氧化物是由3,3-二烷基-1-羟基-1-三氮烯2-氧化物钠盐与β-或γ反应得到的。 -硝基醇氯甲基醚或通过 3,3-二烷基-1-（溴烷氧基甲氧基）-1-三氮烯 2-氧化物与硝酸银的反应。这些化合物可以作为生物体中新的杂合 NO 供体而受到关注。

  DOI：

  10.1007/s11172-014-0457-2
• 作为试剂：
  描述：

  谷胱甘肽 在 potassium phosphate 、 sodium N,N-(diethylamino)diazen-1-ium-1,2-diolate 作用下， 反应 0.33h， 生成 N-(N-L-γ-谷氨酰基-S-亚硝基-L-半胱氨酰----甘氨酸
  参考文献：
  名称：

  磷酸盐和其他无机阴离子抑制一氧化氮好氧溶液中还原型谷胱甘肽的亚硝化

  摘要：

  在生理条件下，还原型谷胱甘肽在一氧化氮的好氧溶液中被亚硝化；然而，发现S-亚硝化的程度取决于存在的无机阴离子。在测试的9种阴离子中，双功能阴离子砷酸根，磷酸根和焦磷酸根（40 mM）将S-亚硝化反应抑制了20％至40％，而SO4（2-），H3BO3，SCN-，NO3-，Cl-，并且乙酸盐抑制该反应≤15％。提出了一种抑制机理，该机理涉及双官能阴离子对N2O3的催化水解。但是，使用[18O]磷酸盐作为抑制剂，从磷酸盐中18O的损失计算，发现只有10％的理论上产生的N2O3通过这种机理水解为亚硝酸盐。

  DOI：

  10.1016/s0006-2952(96)00825-8

文献信息

• [EN] ALLOSTERIC HEMOGLOBIN MODIFIERS WITH NITRIC OXIDE RELEASING MOIETY<br/>[FR] MODIFICATEURS ALLOSTÉRIQUES DE L'HÉMOGLOBINE AVEC UNE PARTIE LIBÉRANT DE L'OXYDE NITRIQUE
  申请人：UNIV VIRGINIA COMMONWEALTH

  公开号：WO2015100235A1

  公开（公告）日：2015-07-02

  Allosteric hemoglobin (Hb) modifiers of hemoglobin which contain nitric oxide (NO) moieties allowing for the release of NO in vivo. The compounds retain the oxygen delivery capability of the allosteric hemoglobin modifier to bind Hb and enhance Hb's ability to deliver oxygen to cells and tissues, and also release NO from the NO moiety. Methods of delivering oxygen and/or NO to cells and tissues are also provided.

  变构血红蛋白（Hb）修饰剂是含有亚硝酸氧化物（NO）基团的血红蛋白，允许在体内释放NO。这些化合物保留了变构血红蛋白修饰剂的输送氧气能力，能够结合Hb并增强Hb输送氧气到细胞和组织的能力，同时也释放NO基团中的NO。还提供了输送氧气和/或NO到细胞和组织的方法。
• Discovery of phosphorodiamidate mustard-based O²-phosphorylated diazeniumdiolates with potent anticancer activity
  作者：Yu Zou、Chang Yan、Edward E. Knaus、Huibin Zhang、Yihua Zhang、Zhangjian Huang

  DOI：10.1039/c7ra00401j

  日期：——

  O2-phosphorylation has so far not been reported yet. Herein, we describe the design, synthesis and biological evaluation of a group of phosphorodiamidate mustard-based O2-phosphorylated diazeniumdiolates, 6–9. The most active compound, 7, was comparable, or even more potent, than a known anticancer agent, O2-2,4-dinitrobenzene diazeniumdiolate JS-K, against six cancer cell lines. Furthermore, 7 released larger amounts

  一氧化氮（NO）最近加入了癌症治疗的临床领域，因为高水平的NO不仅会诱导癌细胞的细胞毒性和凋亡，而且会使细胞对化学疗法和放射疗法敏感。二醇二氮烯鎓是一类重要的NO供体，二醇二氮烯鎓的O 2-烷基化，芳基化和磺酰化可产生更稳定和有效的抗癌药。然而，迄今为止尚未报道O 2-磷酸化。在这里，我们描述了一组基于磷酸二酰胺基芥子油的O 2-磷酸化二氮烯二醇盐6-9的设计，合成和生物学评估。活性最高的化合物7与已知的抗癌药O 2 -2,4-二硝基苯二氮杂二烯二醇盐JS-K相比，它对六种癌细胞系具有甚至更高的作用。此外，在癌细胞中，有7种释放出的NO数量比JS-K引起更大的DNA损伤和癌细胞凋亡。我们的研究结果表明，这种新型的O 2取代的二氮杂二烯二醇盐可能会潜在地用于抗癌。
• [EN] NITROXYL (HNO) RELEASING COMPOUNDS AND USES THEREOF IN TREATING DISEASES<br/>[FR] COMPOSÉS LIBÉRANT DU NITROXYLE (HNO) ET LEURS UTILISATIONS DANS LE TRAITEMENT DE MALADIES
  申请人：US HEALTH

  公开号：WO2011116336A1

  公开（公告）日：2011-09-22

  Disclosed is a compound of the formula (I) or a pharmaceutically acceptable salt thereof:(I) in which R1, R2, R3, and R4 are defined herein and pharmaceutical compositions thereof. Further provided is a method of treating various disorders, such as a disorder selected from the group consisting of a cardiovascular disorder, cancer, chronic pain, alcohol dependence, and inflammation in a patient comprising administering an effective amount of a compound or pharmaceutically acceptable salt of formula (I).

  披露了一种公式(I)的化合物或其药物可接受的盐：(I)其中R1、R2、R3和R4按本说明书定义，以及其药物组合物。进一步提供了一种治疗各种疾病的方法，例如从心血管疾病、癌症、慢性疼痛、酒精依赖和炎症中选择的一种疾病，包括向患者施用公式(I)的化合物或药物可接受的盐的有效量。
• [EN] COMPOSITIONS AND METHODS OF DIAZENIUMDIOLATE-BASED PRODRUGS FOR TREATING CANCER<br/>[FR] COMPOSITIONS DE PROMÉDICAMENTS À BASE DE DIAZÉNIUMDIOLATE POUR LE TRAITEMENT DU CANCER ET PROCÉDÉS
  申请人：UNIV ARIZONA STATE

  公开号：WO2016073835A1

  公开（公告）日：2016-05-12

  The present disclosure provides methods utilizing the diazeniumdiolate-based prodrugs for the treatment of cancer via various mechanisms and procedures. The disclosure also provides kits comprising the diazeniumdiolate-based prodrugs. Despite the fact that there have been significant developments in anti-cancer technology, such as radiotherapy, chemotherapy and hormone therapy, cancer still remains the second leading cause of death following heart disease in the United States. Most often, cancer is treated with chemotherapy utilizing highly potent drugs.

  本公开提供了一种利用基于偶氮双酸盐的前药治疗癌症的方法，通过各种机制和程序。本公开还提供了包含基于偶氮双酸盐的前药的试剂盒。尽管在抗癌技术方面取得了重大进展，如放射治疗、化学治疗和激素治疗，但癌症在美国仍然是继心脏病之后的第二大死因。通常，癌症使用高活性药物进行化疗。
• [EN] DUAL ACTION NITRIC OXIDE DONORS AND THEIR USE AS ANTIMICROBIAL AGENTS<br/>[FR] DONNEURS D'OXYDE NITRIQUE À DOUBLE ACTION ET LEUR UTILISATION COMME AGENTS ANTIMICROBIENS
  申请人：NEWSOUTH INNOVATIONS PTY LTD

  公开号：WO2014071457A1

  公开（公告）日：2014-05-15

  The present invention relates generally to conjugates comprising a nitric oxide donor and an acyl homoserine lactone, fimbrolide, fimbrolide derivative, dihydropyrrolone or indole, and to the use of such conjugates as antimicrobial agents.

  本发明涉及一般地与一氧化氮供体和酰基同源丁氨酸内酯、菲螺啉、菲螺啉衍生物、二氢吡咯酮或吲哚构成的结合物，以及将这些结合物用作抗微生物剂的用途。